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Issue 23, 2020
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Asymmetric synthesis of spirooxindole–pyranoindole products via Friedel–Crafts alkylation/cyclization of the indole carbocyclic ring

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Abstract

An efficient enantioselective Friedel–Crafts alkylation/cyclization tandem reaction of the indole carbocyclic ring with isatylidene malononitriles has been performed successfully by using a new bifunctional tertiary amine-urea catalyst. A series of chiral spirooxindole–pyranoindole products were obtained in excellent yields (up to 98% yield) with moderate to good enantioselectivities (up to 85% ee).

Graphical abstract: Asymmetric synthesis of spirooxindole–pyranoindole products via Friedel–Crafts alkylation/cyclization of the indole carbocyclic ring

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Article information


Submitted
06 Jan 2020
Accepted
11 May 2020
First published
11 May 2020

New J. Chem., 2020,44, 9788-9792
Article type
Paper

Asymmetric synthesis of spirooxindole–pyranoindole products via Friedel–Crafts alkylation/cyclization of the indole carbocyclic ring

Y. Gao, X. Wang, Z. Wei, J. Cao, D. Liang, Y. Lin and H. Duan, New J. Chem., 2020, 44, 9788
DOI: 10.1039/D0NJ00074D

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